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Cheap flights from Illinois to Anguilla from $489

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Illinois to Anguilla departing on 2/7. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Cheap round-trip flights

American Airlines Logo
6:24 pm - 2:15 pmORD-AXA
17h 51m1 stop
American Airlines Logo
5:25 pm - 12:30 amAXA-ORD
9h 05m1 stop
$489American Airlines
Find Deal
sáb., feb. 7 - mié., feb. 11
American Airlines Logo
8:25 pm - 2:15 pmORD-AXA
15h 50m2 stops
American Airlines Logo
5:25 pm - 7:30 amAXA-ORD
16h 05m2 stops
$493American Airlines
Find Deal
sáb., feb. 7 - mié., feb. 11
American Airlines Logo
7:07 pm - 2:31 pmORD-AXA
17h 24m1 stop
American Airlines Logo
5:41 pm - 9:05 amAXA-ORD
17h 24m1 stop
$529American Airlines
Find Deal
sáb., nov. 15 - vie., nov. 21
American Airlines Logo
9:02 pm - 2:31 pmORD-AXA
15h 29m2 stops
American Airlines Logo
5:41 pm - 12:37 amAXA-ORD
8h 56m1 stop
$533American Airlines
Find Deal
sáb., nov. 15 - vie., nov. 21
American Airlines Logo
7:09 pm - 2:10 pmORD-AXA
17h 01m1 stop
American Airlines Logo
3:30 pm - 11:18 pmAXA-ORD
9h 48m1 stop
$539American Airlines
Find Deal
jue., feb. 19 - lun., feb. 23
American Airlines Logo
7:09 pm - 2:10 pmORD-AXA
17h 01m1 stop
American Airlines Logo
5:10 pm - 7:30 amAXA-ORD
16h 20m2 stops
$543American Airlines
Find Deal
jue., feb. 19 - lun., feb. 23
American Airlines Logo
5:10 am - 4:25 pmORD-AXA
9h 15m2 stops
American Airlines Logo
5:10 pm - 7:30 amAXA-ORD
16h 20m2 stops
$615American Airlines
Find Deal
jue., feb. 19 - lun., feb. 23
American Airlines Logo
5:00 am - 3:10 pmORD-AXA
9h 10m1 stop
American Airlines Logo
4:30 pm - 9:05 amAXA-ORD
17h 35m1 stop
$633American Airlines
Find Deal
mié., mar. 11 - dom., mar. 15
American Airlines Logo
2:55 pm - 4:25 pmORD-AXA
23h 30m1 stop
American Airlines Logo
4:30 pm - 9:05 amAXA-ORD
17h 35m1 stop
$637American Airlines
Find Deal
jue., mar. 5 - lun., mar. 9
United Airlines Logo
9:15 pm - 5:45 pmORD-AXA
42h 30m2 stops
United Airlines Logo
9:00 am - 11:44 pmAXA-ORD
16h 44m2 stops
$2,144United Airlines
Find Deal
sáb., dic. 20 - sáb., dic. 27

American Airlines flights from Illinois to Anguilla

Our best American Airlines deals on Illinois to Anguilla flight tickets
American Airlines
Feb 7
ORD6:24 pmChicago O'Hare Intl
17h 51m
1 stop
AXA2:15 pmThe Valley Wallblake Intl
Feb 11
AXA5:25 pmThe Valley Wallblake Intl
9h 05m
1 stop
ORD12:30 amChicago O'Hare Intl
$489
Find similar
American Airlines
Feb 7
ORD8:25 pmChicago O'Hare Intl
15h 50m
2 stops
AXA2:15 pmThe Valley Wallblake Intl
Feb 11
AXA5:25 pmThe Valley Wallblake Intl
16h 05m
2 stops
ORD7:30 amChicago O'Hare Intl
$493
Find similar
American Airlines
Nov 15
ORD7:07 pmChicago O'Hare Intl
17h 24m
1 stop
AXA2:31 pmThe Valley Wallblake Intl
Nov 21
AXA5:41 pmThe Valley Wallblake Intl
17h 24m
1 stop
ORD9:05 amChicago O'Hare Intl
$529
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Illinois to Anguilla that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated septiembre 22, 2025.
Use the filters below to find and compare flights from Illinois to Anguilla that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoThe Valley

ORD - AXA

ORDAXA

Chicago O'Hare Intl

sáb. 2/7

6:24 pm-2:15 pm

1 stop17h 51m

The Valley Wallblake Intl

mié. 2/11

5:25 pm-12:30 am

1 stop9h 05m

$489

ChicagoThe Valley

ORD - AXA

ORDAXA

Chicago O'Hare Intl

sáb. 2/7

8:25 pm-2:15 pm

2 stops15h 50m

The Valley Wallblake Intl

mié. 2/11

5:25 pm-7:30 am

2 stops16h 05m

$493

ChicagoThe Valley

ORD - AXA

ORDAXA

Chicago O'Hare Intl

sáb. 11/15

7:07 pm-2:31 pm

1 stop17h 24m

The Valley Wallblake Intl

vie. 11/21

5:41 pm-9:05 am

1 stop17h 24m

$529

ChicagoThe Valley

ORD - AXA

ORDAXA

Chicago O'Hare Intl

sáb. 11/15

9:02 pm-2:31 pm

2 stops15h 29m

The Valley Wallblake Intl

vie. 11/21

5:41 pm-12:37 am

1 stop8h 56m

$533

ChicagoThe Valley

ORD - AXA

ORDAXA

Chicago O'Hare Intl

jue. 2/19

7:09 pm-2:10 pm

1 stop17h 01m

The Valley Wallblake Intl

lun. 2/23

3:30 pm-11:18 pm

1 stop9h 48m

$539

ChicagoThe Valley

ORD - AXA

ORDAXA

Chicago O'Hare Intl

jue. 2/19

7:09 pm-2:10 pm

1 stop17h 01m

The Valley Wallblake Intl

lun. 2/23

5:10 pm-7:30 am

2 stops16h 20m

$543

ChicagoThe Valley

ORD - AXA

ORDAXA

Chicago O'Hare Intl

jue. 2/19

5:10 am-4:25 pm

2 stops9h 15m

The Valley Wallblake Intl

lun. 2/23

5:10 pm-7:30 am

2 stops16h 20m

$615

ChicagoThe Valley

ORD - AXA

ORDAXA

Chicago O'Hare Intl

mié. 3/11

5:00 am-3:10 pm

1 stop9h 10m

The Valley Wallblake Intl

dom. 3/15

4:30 pm-9:05 am

1 stop17h 35m

$633

ChicagoThe Valley

ORD - AXA

ORDAXA

Chicago O'Hare Intl

jue. 3/5

2:55 pm-4:25 pm

1 stop23h 30m

The Valley Wallblake Intl

lun. 3/9

4:30 pm-9:05 am

1 stop17h 35m

$637

ChicagoThe Valley

ORD - AXA

ORDAXA

Chicago O'Hare Intl

sáb. 12/20

9:15 pm-5:45 pm

2 stops42h 30m

The Valley Wallblake Intl

sáb. 12/27

9:00 am-11:44 pm

2 stops16h 44m

$2,144

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to Anguilla from

How to get the cheapest flight ticket from Illinois to Anguilla

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Anguilla?

The cheapest day to depart from Illinois to Anguilla is on a Friday when prices can be found for as low as $650. The most expensive day to fly to Anguilla is Saturday, with ticket prices averaging around $990.

What is the cheapest time of day to depart on your flight to Anguilla?

Flying to Anguilla from Illinois in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $607 when looking at flights departing in the afternoon. Flights in the morning are often more expensive with an average ticket price of $759.

Cheap Illinois to Anguilla flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Illinois to Anguilla

Direct flights

None
There are no direct flights from Illinois to Anguilla. There are no popular flight routes from Illinois to Anguilla.
Search flight deals

  • When did momondo last update prices for flights from Illinois to Anguilla?

    Prices for flights from Illinois to Anguilla refresh daily.

  • How many operators does momondo search for flights from Illinois to Anguilla?

  • How old do you have to be to fly from Illinois to Anguilla?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Illinois to Anguilla.

  • What documentation or ID do you need to fly to Anguilla?

    The required travel and health documents for your Anguilla trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Anguilla. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best airlines flying from Illinois to Anguilla

Compare and see reviews for airlines that fly from Illinois to Anguilla with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $657Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Illinois to Anguilla?

It is quick and easy to find Illinois to Anguilla flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Anguilla that suits you.

Can I find flights from Illinois to Anguilla with flexible booking policies on momondo?

All flight searches from Illinois to Anguilla on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Illinois to Anguilla?

momondo provides multiple filters to help you find the best flight to Anguilla from Illinois. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Illinois to Anguilla right now. Can momondo alert me if prices change?

Price alerts on flights to Anguilla from Illinois are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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mié. 10/22
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Popular flights according to clicks in the last 7 days on momondo
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